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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512923Generated: October 30, 2026

Methyl Salicylate → 2-(2-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-2-cyclopropyl-methoxy-ethoxy)-benzoic acid methyl ester

https://huagongshe.com/reaction/512923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl SalicylateHCID 4133—
ReactantDichloromethaneHCID 6344—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant2-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-2-cyclopropyl methoxy-ethanolHCID 86720735—
SolventTetrahydrofuranHCID 8028—
Product2-(2-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-2-cyclopropyl-methoxy-ethoxy)-benzoic acid methyl esterHCID 1317332789.7%

Reaction Steps

To a suspension of ether-alcohol 44 (0.9 g, 0.0024 mol) in THF (5 ml) was added triphenyl phosphene (0.93 g, 0.0035 mol) and methyl salicylate (0.54 ml, 0.0036 mol). The resulting mixture was stirred at ambient temperature for 5 minutes and diisopropyl azodicarboxilate (0.71 g, 0.0035 mol) was added drop wise to the mixture. The reaction mixture was stirred at the same temperature for seven days. Dichloromethane (30 ml) was added to the mixture followed by drying of the resulted solution over sodium sulfate, evaporation of the solvents and FC to give ester 45 (0.12 g, 9.62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102665B2
Source datasetuspto-grants-2015_08
ORD IDord-b7039e9b02744d678f858c9add7671f1
Source noteuspto-grants-2015_08